2. Andre 3000
Though it's been a minute since he's been on the mic, there are still plenty of style tips any guy can glean off Mr. 3 Stacks. Even when he doesn't try to kill it, he does, as evidenced by his recent all-denim get up. Hopefully, when he has some down time from his "Gillette shit" he'll record some songs and retake the crown as hip-hop's most stylish rapper.